Woodland Park
Trail Running Calendar near Woodland Park 2026-2027
Explore the top trail runs near Woodland Park for 2026-2027! We've gathered 30 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
September 2026
A free supported training run in Castle Rock with 16-mile and 10-mile route options, community support, sponsors, and on-site vendors.
A 13.32 mile ascent from Manitou Springs to the summit of Pikes Peak with about 7,867 ft of elevation gain on September 19, 2026.
Experience a 26.2 mile mountain run from Manitou Springs to the summit of Pikes Peak and back. This historic event features over 7800 feet of elevation gain and a 10 hour time limit.
Tough Mudder Colorado at Fort Carson on September 26, 2026: 15K and 5K routes with 12 to 20+ obstacles, finisher medal, shirt, headband, and Mudder Village spectator pass.
A community driven 24 hour endurance event on September 26, 2026 in Palmer Lake, CO with a 0.82 mile loop at 7,240 ft, awards and buckle prizes.
A six hour trail challenge of repeating a 5K loop each hour; finish all six to earn the OUTLAST medal and a place on the national leaderboard.
The 4th annual Greenland Open Space Pack Burro Race in Larkspur, Colorado offers 8 Mile and 3 Mile pack burro divisions. Teams must register a burro partner, follow animal welfare rules, and the field is limited to 75 participants.
October 2026
A Woodland Park trail event featuring 50k and 10k options on singletrack and forest roads with views of Pikes Peak, stocked aid stations, and crew access for the 50k.
Castle Rock trail festival with a family adventure run and races from 5K to 50K on Philip S. Miller Park and Ridgeline Open Space.
A four-race trail series in Colorado Springs with courses from 3.8 to 7.3 miles, chip timed and awarding gift-card prizes for overall and age-group finishers.
Trail races at Palmer Park in Colorado Springs offering 50K, 25K, 10K and 5K on marked single-track with city and Pikes Peak views.
Four fall trail races across Colorado Springs parks, chip timed, with a branded buff included and series awards for runners who complete all four events.
November 2026
Four fall trail races across Colorado Springs parks, chip timed, with a branded buff included and series awards for runners who complete all four events.
VO2Max 3K OCR in Colorado Springs on Nov 7, 2026 features an indoor/outdoor 3K course with 15 to 20 obstacles and finisher medals and t shirts.
Trail run and hike at Starsmore Visitor Center offering a chip timed 4 mile and an untimed 2.5 mile course, with proceeds benefiting Friends of Cheyenne Cañon.
Four fall trail races across Colorado Springs parks, chip timed, with a branded buff included and series awards for runners who complete all four events.
A winter trail event in Colorado Springs offering 50k, half marathon, and 10k courses that start at Bear Creek Regional Park. Trails include historic High Drive and Gold Camp Road with stocked aid stations and crew accessible points.